Density functional theory study on organic semiconductor for field effect transistors: Symmetrical and unsymmetrical porphyrazine derivatives with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene moieties

Xue Cai, Yuexing Zhang, Dongdong Qi, Jianzhuang Jiang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Density functional theory (DFT) calculations were carried out to investigate the organic field effect transistor (OFET) performance of the symmetrical metal-free tetrakis (1,2,5-thiadiazole) porphyrazine (S 4)PzH2 and tetrakis (1,4-diamyloxybenzene) (A 4)PzH2 as well as the low-symmetry metal-free porphyrazine with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene groups in the ratio 2:2 (cis) and 1:3, that is, (cis-S2A2)PzH2 and (SA 3)PzH2, (S = 1,2,5-thiadiazole ring, A = annulated 1,4-diamyloxy-benzene ring, Pz = porphyrazine) in terms of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy, ionization energy (IE), electron affinity (EA), and their reorganization energy (λ) during the charge-transport process. On the basis of Marcus electron transfer theory, electronic couplings (V) and field effect transistor (FET) properties for the four compounds with known crystal structure have been calculated. The electron transfer mobility (μ-) is revealed to be 0.056 cm2•V-1•s-1 for (S 4)PzH2. The hole transfer mobility (μ+) is 0.075, 0.098, and 8.20 cm2•V-1•s-1 for (cis-S2A2)PzH2, (SA3)PzH 2, and (A4)PzH2, respectively. The present work represents the theoretical effort towards understanding the OFET properties of symmetrical and unsymmetrical porphyrazine derivatives with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene.

Original languageEnglish (US)
Pages (from-to)840-848
Number of pages9
JournalScience in China, Series B: Chemistry
Volume52
Issue number6
DOIs
StatePublished - Jun 1 2009

Keywords

  • Density functional theory
  • Organic field effect transistor
  • Porphyrazine
  • Reorganization energy

ASJC Scopus subject areas

  • Chemistry(all)

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